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Purchasing 2,4-Difluorophenylboronic acid丨CAS 144025-03-6
2,4-Difluorophenylboronic acid (CAS 144025-03-6), also known as 2,4-difluorobenzeneboronic acid, is a fluorinated aromatic organoboron compound containing a boronic acid group and two fluorine substituents at the 2- and 4-positions of a benzene ring. Its structure combines the synthetic versatility of an arylboronic acid with the distinctive electronic properties of fluorinated aromatic compounds, making it a useful building block for pharmaceutical intermediates, medicinal chemistry, agrochemical research, and specialty organic synthesis.
Chemical Identifiers
| InChI | 1S/C6H5BF2O2/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,10-11H |
| InChI Key | QQLRSCZSKQTFGY-UHFFFAOYSA-N |
| Smiles | C1=C(F)C=CC(=C1F)B(O)O |
| EC No. | 604-390-9 |
| MDL No. | MFCD01318998 |
| PubChem CID | 2734334 |
Applications
Applications in Suzuki–Miyaura Cross-Coupling Reactions
2,4-Difluorophenylboronic acid is a useful coupling partner in Suzuki–Miyaura reactions for preparing fluorinated biaryl and aryl–heteroaryl compounds. Under suitable palladium-catalyzed conditions, its boronic acid group reacts with compatible aromatic halides to form carbon–carbon bonds. This transformation enables the introduction of a 2,4-difluorophenyl fragment into complex molecular frameworks while retaining the fluorine substituents.
Applications in Medicinal Chemistry
In medicinal chemistry, 2,4-Difluorophenylboronic acid provides a convenient route for incorporating a difluorinated phenyl group into research molecules. Fluorine substitution can influence metabolic stability, molecular conformation, and interactions with biological targets, depending on the overall structure. Researchers may use this compound in analog synthesis, lead optimization, and structure–activity relationship studies to evaluate the effects of aromatic fluorination.
Applications in Pharmaceutical Intermediate Synthesis
This compound serves as a building block for preparing fluorinated aromatic intermediates used in pharmaceutical research. Its boronic acid functionality enables the construction of substituted aromatic structures, while the fluorine atoms influence electronic distribution, lipophilicity, and molecular interactions. These characteristics support the development of structurally diverse pharmaceutical intermediates and advanced organic compounds.
Applications in Agrochemical Research
2,4-Difluorophenylboronic acid may be used to prepare fluorinated aromatic compounds for agrochemical research. Fluorinated phenyl groups are investigated in crop protection chemistry because they can influence molecular stability, lipophilicity, and biological interactions. The compound provides a useful intermediate for synthesizing specialized aromatic and heteroaromatic structures through suitable coupling reactions.
